A waterfront town with a pier, dock, and several buildings.

Beach Hotels in Chestertown, New York

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chestertown Beach Hotels

Tonight
Sep 26 - Sep 27
Tomorrow
Sep 27 - Sep 28
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Chestertown beach hotels

1. Friends Lake Inn

Friends Lake Inn
Chestertown
P7,222
P8,016 total
includes taxes & fees
Sep 28 - Sep 29
Friends Lake Inn
A small, single-story house with a gabled roof and a front porch.
A room with wooden walls, a bed, a dresser, a television, and a small refrigerator.
A wooden cabin room with a round table, a chair, a bed with a colorful quilt, a television, and a dog standing by the door.
A wooden arbor structure in a grassy area with two potted plants.

2. Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
Chestertown
  • Unwind just a minute from the sandy shores of Loon Lake, where a serene beach retreat awaits with beach toys, firepit, and hiking trails.
P10,933
P12,136 total
includes taxes & fees
Sep 28 - Sep 29
Pine Tree Motel & Cabins
A wooden building with large windows and a metal roof.
A bar area with wooden windows, shelves of liquor bottles, and glasses.
A wooden lodge with a snow-covered roof and multiple windows, surrounded by a snowy landscape and trees.
A building with a sign reading "The Lodge" and a snow-covered ground.

3. Gore Mountain Lodge

Gore Mountain Lodge
North Creek
  • Coastal adventure by day, cabin-style comfort by night at this state park motel, where serene sandy beaches await just steps from your door.
P8,378
P9,299 total
includes taxes & fees
Sep 28 - Sep 29
Gore Mountain Lodge
A beach with white lounge chairs and a pier extending into the water.
A lakeside patio with wooden chairs, a fire pit, and boats in the background.
A wooden building with a balcony, a clock, and a lifebuoy.
A waterfront deck with lounge chairs, a sailboat, and a dock extending into calm water.

4. The Juliana Resort

The Juliana Resort
Diamond Point
  • Escape to a pristine private beach with loungers, where kayaking, fishing, and water adventures await on the waterfront.
P5,748
P6,380 total
includes taxes & fees
Sep 28 - Sep 29
The Juliana Resort
A beach with two people sitting on green chairs under a large umbrella, facing a lake with ducks swimming.
A row of cabins with balconies, a well-maintained lawn, and a lake view.
A dining area with a table set for four, large windows offering a view of a lake and trees, and a stone wall in the background.
Two people sitting at a wooden table with a view of a lake and trees.

5. Lodge at Schroon Lake

Lodge at Schroon Lake
Schroon Lake
P8,762
P11,948 total
includes taxes & fees
Oct 26 - Oct 27
Lodge at Schroon Lake
An indoor swimming pool with a view of the city through large windows, a seating area with chairs, and a ceiling with exposed beams.
A gym with treadmills, an elliptical, a bench press, a water dispenser, and a TV on the wall.
A residential area with two-story buildings, a well-maintained lawn, and a clear sky.
A modern building with a parking lot and a fenced area.

6. Spark by Hilton Lake George Outlets

Spark by Hilton Lake George Outlets
Lake George
P6,840
P7,592 total
includes taxes & fees
Oct 1 - Oct 2
Spark by Hilton Lake George Outlets
A beach with rows of red chairs and a dock with boats.
A modern living room with a sofa, coffee table, and artwork on the walls.
An aerial view of a lakeside property with a dock, a gazebo, and a large house with a porch.
A wooden deck with white railings leading to a lakeside view.

7. Depe Dene Lakeside Resort

Depe Dene Lakeside Resort
Lake George
  • Barefoot bliss awaits at this waterfront retreat with private beach access, beach loungers, and kayaking adventures on Lake George.
P6,129
P6,802 total
includes taxes & fees
Oct 5 - Oct 6
Depe Dene Lakeside Resort
An indoor swimming pool with a glass ceiling, clear pool water, and a few chairs along the side.
A compact hotel room with a kitchenette, a dining area, a bed, and a TV.
A cozy room with a large bed, a fireplace, a stone wall, and wooden beams on the ceiling.
A two-story motel with a balcony, a covered outdoor seating area, and a parking lot.

8. Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites
Lake George
  • Bask in lakeside bliss with beach toys for sandy adventures, just minutes from Lake George and paddleboarding paradise.
P6,129
P7,048 total
includes taxes & fees
Sep 30 - Oct 1
Adirondack Retreat Inn & Suites
A reception area with a wooden counter, a welcome sign, and a ship's wheel decoration.
A white building with a yellow awning, a porch with flowers, and American flags.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.
A poolside area with a blue sofa, white wicker chairs, and a small table with a basket.

9. Admiral Motel

Admiral Motel
Lake George
P5,004
P5,555 total
includes taxes & fees
Sep 28 - Sep 29
Admiral Motel
View all properties

Choose what matters most at beach hotels in Chestertown

Pool
Breakfast included
4 stars
5 stars
All-inclusive

Top Chestertown Hotel Reviews

Surfside On The Lake

Surfside On The Lake

10/10 Excellent
"Nice place, close to everything, easy parking"
Renee 2-night trip
Posted 1 hour ago
Surfside On The Lake
Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

10/10 Excellent
"Just a quick stay for sleeping. Arrived in the evening to a spotless, well kept room and polite staff. All we needed for our quick stay."
April 1-night trip
Posted 1 hour ago
Adirondack Retreat Inn & Suites
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Country Inn & Suites by Radisson, Lake George (Queensbury), NY

10/10 Excellent
"Great hotel at a reasonable price point"
Brian 1-night trip
Posted 3 hours ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Lakefront Terrace Resort

Lakefront Terrace Resort

10/10 Excellent
"2nd time here always a good experience great view and amenities"
Dashan 2-night trip
Posted 4 hours ago
Lakefront Terrace Resort
Pine Tree Motel & Cabins

Pine Tree Motel & Cabins

8/10 Good
"Charming old fashion Adirondack rustic style / decor individual small cabins (also has motel-styled rooms) - parking either in front of rooms or between cabins, a couple of minutes outside Chestertown, NY, 30 minutes from Schroon Lake, and 45 minutes from Ticonderoga (StarTrek Museum & Fort). Very nice, friendly, and accomidating owners / operators. Breakfast / coffee place "Two Sparrows" 5 minutes down the road. Driveway very well lite / marked at night, although wish those lights had either dimmed or turned off post midnight for a better / darker sleep . . . As it was a very wet / rainy, and cold night - heat worked very qickly / well and found extra pillows and blanket. Plenty of hot water in sink / shower, soap, shampoo, small college refrigerator and microwave provided, however no hairdryer for partner . . . Did not test WiFi as we only stayed for 8 hours total time. Would have wished to have had more time to explore grounds and Chestertown itself."
Ralf 1-night trip
Posted 11 hours ago
Pine Tree Motel & Cabins
The Georgian Lakeside Resort

The Georgian Lakeside Resort

10/10 Excellent
"Everything was great....the staff was friendly, and very helpful.......will be back"
Russel 3-night trip
Posted 1 day ago
The Georgian Lakeside Resort
Super 8 by Wyndham Lake George/Downtown

Super 8 by Wyndham Lake George/Downtown

8/10 Good
"👍"
Shaheen 2-night trip
Posted 4 days ago
Super 8 by Wyndham Lake George/Downtown

Frequently asked questions

What is Chestertown like for travelers who love the beach?
Known for its lakeside setting, Chestertown offers a lot for the traveler planning a getaway.
What's the best accommodation to stay near the beach in Chestertown?
The Fern Lodge is a top beach B&B with free breakfast and 8 hot tubs, and it's located close to Loon Lake Beach.
When's the best time for a beach vacation in Chestertown?
Plan your trip to the beach with a look at the seasons in Chestertown: The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chestertown are January, March, November, and December, with each month seeing an average of 13 inches of snowfall.
What is there to see and do around Chestertown?
After arriving and checking into your hotel, you'll probably want to explore your surroundings. If you're eager to check out the beaches, head to Loon Lake Beach or Veterans Memorial Park Beach for some relaxation by the water. Discover the area's lakeside setting, and make time for local attractions like Friends Lake and Loon Lake. Other things to see and do in the area are Hudson River and Tripp Pond.
What's the best way to get to my beach hotel in Chestertown?
Here's some information to help you get to and around your beach accommodation in Chestertown more easily: Make your way to Chestertown with a flight to Glens Falls, NY (GFL-Floyd Bennett Memorial), the closest major airport which is located 23.6 mi (38 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia